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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211649Generated: November 1, 2026

Ammonia → 4-nitro-2,3-dihydro-1H-isoindol-1-one

https://huagongshe.com/reaction/2211649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethyl 2-(bromomethyl)-3-nitrobenzoateHCID 1487795—
SolventMethanolHCID 887—
Product4-nitro-2,3-dihydro-1H-isoindol-1-oneHCID 21961387—

Reaction Steps

NH3 (2.0 M in MeOH, 50 mL) was slowly added to the solution of 2-bromomethyl-3-nitro-benzoic acid methyl ester (4.46 g, contaminated with a small amount of assumed starting material, 16.3 mmol) in 30 mL of MeOH at RT. The resulting mixture was stirred at RT overnight, to provide the title compound as a white solid. MS (ES+): 179.2 (M+H)+. Calc'd for C8H6N2O3-178.14.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07101868B2
Source datasetuspto-grants-2006_09
ORD IDord-5fd78cbd8d82489da465281770d649ac
Source noteuspto-grants-2006_09